Daturmetesides A-E, five new ergostane-type C28 sterols from the leaves of Datura metel L

Steroids. 2020 Apr:156:108583. doi: 10.1016/j.steroids.2020.108583. Epub 2020 Jan 23.

Abstract

Five undescribed ergostane-type C28 sterols, daturmetesides A-E (1-5), were isolated from the leaves of Datura metel L. The chemical structures of these new compounds were characterized through extensive spectroscopic analysis and comparison with literatures. Among them, the absolute structures of daturmetesides A and C were unambiguously determined by X-ray crystallography. The anti-inflammatory effect of daturmetesides A-E was all tested by measuring nitric oxide production in lipopolysaccharide-activated RAW264.7 cells. Daturmetesides A, C and D moderatelylowered the NO production with IC50 values ranging from 17.05 ± 0.35 to 24.88 ± 0.93 μM.

Keywords: Anti-inflammatory activities; Datura metel L; Daturmetesides A-E; Sterols; X-ray analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Datura metel / chemistry*
  • Dose-Response Relationship, Drug
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Conformation
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Plant Leaves / chemistry
  • RAW 264.7 Cells
  • Stereoisomerism
  • Sterols / chemistry
  • Sterols / isolation & purification
  • Sterols / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Sterols
  • Nitric Oxide